147 total properties
Did you mean the neighborhood Winter Springs?
View 421 Ringwood CIRCLE Winter Springs, FL MLS# O6197227
$500,000
4

Beds

2.0

Baths

2,029

Sq.Ft.

421 Ringwood CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 705 BOYSENBERRY COURT Winter Springs, FL MLS# O6368618
$499,995
3

Beds

2.0

Baths

1,908

Sq.Ft.

705 BOYSENBERRY COURT

Winter Springs, FL

Courtesy of VENCORP REAL ESTATE
View 104 REDTAIL PLACE Winter Springs, FL MLS# O6378697
$499,900
3

Beds

2.0

Baths

1,766

Sq.Ft.

104 REDTAIL PLACE

Winter Springs, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
The time to sell is now! THE TIME TO SELL IS NOW!
View 348 MICHAEL BLAKE BOULEVARD Winter Springs, FL MLS# O6383553
  • Recently Listed with Virtual Tour
1 of 44
$499,900
3

Beds

2.1

Baths

1,988

Sq.Ft.

348 MICHAEL BLAKE BOULEVARD

Winter Springs, FL

Courtesy of SHAHRAM SONDI + CO.
View 122 STONE GABLE CIR Winter Springs, FL MLS# O6340870
$499,000
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 986 TURKEY HOLLOW CIRCLE Winter Springs, FL MLS# O6374288
$499,000
4

Beds

2.0

Baths

1,864

Sq.Ft.

986 TURKEY HOLLOW CIRCLE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 131 LISA LOOP Winter Springs, FL MLS# O6383791
  • Recently Listed with Virtual Tour
1 of 43
$499,000
4

Beds

2.1

Baths

2,309

Sq.Ft.

131 LISA LOOP

Winter Springs, FL

Courtesy of BAILEY CAMPBELL PROPERTIES
View 427 DIAMOND DOVE COVE Winter Springs, FL MLS# O6354316
$496,000
4

Beds

3.1

Baths

2,344

Sq.Ft.

427 DIAMOND DOVE COVE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 223 TAVESTOCK LOOP Winter Springs, FL MLS# O6355864
$495,000
4

Beds

2.1

Baths

2,345

Sq.Ft.

223 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of MEP REALTY INVESTMENTS LLC
View 1262 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6380617
  • Recently Listed with Virtual Tour
1 of 63
$494,995
4

Beds

3.1

Baths

2,353

Sq.Ft.

1262 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of ROI AVE LLC
View 461 DIAMOND DOVE COVE Winter Springs, FL MLS# O6380170
$494,990
4

Beds

3.1

Baths

2,348

Sq.Ft.

461 DIAMOND DOVE COVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 189 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6372546
  • New Construction
1 of 33
OPEN HOUSE: Friday 2/27 10:00 AM - 5:00 PM
$491,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

189 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1266 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6308584
$489,500
4

Beds

3.1

Baths

2,348

Sq.Ft.

1266 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1346 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6378596
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 3/1 12:00 PM - 2:00 PM
$489,000
3

Beds

2.1

Baths

1,684

Sq.Ft.

1346 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 811 GATEHOUSE DRIVE Winter Springs, FL MLS# O6286220
$485,950
3

Beds

2.0

Baths

2,022

Sq.Ft.

811 GATEHOUSE DRIVE

Winter Springs, FL

Courtesy of LOVELAND PROPERTIES
View 1360 CONGRESSIONAL COURT Winter Springs, FL MLS# O6367883
  • Recently Listed with Virtual Tour
1 of 31
$485,000
2

Beds

2.1

Baths

1,854

Sq.Ft.

1360 CONGRESSIONAL COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1126 TROTWOOD BOULEVARD Winter Springs, FL MLS# O6382859
  • Recently Listed with Virtual Tour
1 of 36
$485,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

1126 TROTWOOD BOULEVARD

Winter Springs, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 1029 ANTELOPE TRAIL Winter Springs, FL MLS# O6355141
$483,000
4

Beds

2.0

Baths

1,939

Sq.Ft.

1029 ANTELOPE TRAIL

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 697 N ENDEAVOUR DRIVE Winter Springs, FL MLS# O6354763
$480,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

697 N ENDEAVOUR DRIVE

Winter Springs, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 623 ALTON ROAD Winter Springs, FL MLS# O6369691
$480,000
4

Beds

3.0

Baths

1,809

Sq.Ft.

623 ALTON ROAD

Winter Springs, FL

Courtesy of FOWLKES REALTY CO

About Winter Springs

Distinguished as one of the county's newer communities, Winter Springs is also the largest in terms of land area.  The community once called the Village of North Orlando has seen phenomenal growth over recent decades, experiencing an 800 percent increase in population from 1970 to 2000.  The influx of new businesses, commercial activity, and industrial development is heralding another milestone in the evolution of Winter Springs. The area is quickly transforming from a bedroom community into a highly integrated and well-balanced city.  Winter Springs serves as the host municipality for the country club community of Tuscawilla, recognized as one of the most expansive residential villages northeast of Orlando.  With approximately 12,000 residents, Tuscawilla represents nearly one-third of the total population of Winter Springs.  The community had its genesis in the early 1970s, steadily adding one subdivision after another.  More than 20 of these subdivisions now provide an attractive selection of housing in every price range and architectural style, each one managed by its own homeowners' association.

Listings in Winter Springs, FL

212

Estimated median home price

$425,000
Winter Springs FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Springs, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Springs, FL.

Homes for Sale by Price in Winter Springs, FL

PriceCount
$0 - 100K2
$100K - 200K5
$200K - 300K33
$300K - 400K53
$400K - 500K56
$500K - 600K17
$600K - 700K9
$700K - 800K20
$800K - 900K6
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family139
Townhouse51
Condo12
Commercial2
Rental36
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 2/25/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 2/26/2026.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 2/26/2026.